gregory chaume
gregory chaume
CY Cergy Paris Université
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Straightforward Synthesis of (S)- and (R)-α-Trifluoromethyl Proline from Chiral Oxazolidines Derived from Ethyl Trifluoropyruvate
G Chaume, MC Van Severen, S Marinkovic, T Brigaud
Organic Letters 8 (26), 6123-6126, 2006
Iodocyclization of Chiral CF3-Allylmorpholinones: A Versatile Strategy for the Synthesis of Enantiopure α-Tfm-Prolines and α-Tfm-Dihydroxyprolines
C Caupène, G Chaume, L Ricard, T Brigaud
Organic Letters 11 (1), 209-212, 2009
Synthesis of 2-trifluoromethyl-1, 3-oxazolidines as hydrolytically stable pseudoprolines
G Chaume, O Barbeau, P Lesot, T Brigaud
The Journal of Organic Chemistry 75 (12), 4135-4145, 2010
Highly Diastereoselective α-Hydroxylation of Fox Chiral Auxiliary-Based Amide Enolates with Molecular Oxygen
H Lubin, A Tessier, G Chaume, J Pytkowicz, T Brigaud
Organic letters 12 (7), 1496-1499, 2010
Approach Toward the Total Synthesis of Griseoviridin: Formation of Thioethynyl and Thiovinyl Ether-Containing Nine-Membered Lactones through a Thioalkynylation …
C Kuligowski, S Bezzenine-Lafollée, G Chaume, J Mahuteau, JC Barrière, ...
The Journal of Organic Chemistry 67 (13), 4565-4568, 2002
Synthesis of an MIF-1 analogue containing enantiopure (S)-α-trifluoromethyl-proline and biological evaluation on nociception
I Jlalia, N Lensen, G Chaume, E Dzhambazova, L Astasidi, R Hadjiolova, ...
European Journal of Medicinal Chemistry 62, 122-129, 2013
Concise access to enantiopure (S)-and (R)-α-trifluoromethyl pyroglutamic acids from ethyl trifluoropyruvate-based chiral CF3-oxazolidines (Fox)
G Chaume, MC Van Severen, L Ricard, T Brigaud
Journal of Fluorine Chemistry 129 (11), 1104-1109, 2008
Local Control of the CisTrans Isomerization and Backbone Dihedral Angles in Peptides Using Trifluoromethylated Pseudoprolines
D Feytens, G Chaume, G Chassaing, S Lavielle, T Brigaud, BJ Byun, ...
The Journal of Physical Chemistry B 116 (13), 4069-4079, 2012
Incorporation of CF3–Pseudoprolines into Peptides: A Methodological Study
G Chaume, J Simon, C Caupène, N Lensen, E Miclet, T Brigaud
The Journal of Organic Chemistry 78 (20), 10144-10153, 2013
Synthesis of Enantiopure trans-2,5-Disubstituted Trifluoromethylpyrrolidines and (2S,5R)-5-Trifluoromethylproline
H Lubin, J Pytkowicz, G Chaume, G Sizun-Thome, T Brigaud
The Journal of Organic Chemistry 80 (5), 2700-2708, 2015
Concise synthesis of enantiopure (S)- and (R)-α-trifluoromethyl aspartic acid and α-trifluoromethyl serine from chiral trifluoromethyl oxazolidines (Fox) via a …
J Simon, TT Nguyen, E Chelain, N Lensen, J Pytkowicz, G Chaume, ...
Tetrahedron: Asymmetry 22 (3), 309-314, 2011
Convenient Synthesis of N‐Terminal Tfm‐Dipeptides from Unprotected Enantiopure α‐Tfm‐Proline and α‐Tfm‐Alanine
G Chaume, N Lensen, C Caupène, T Brigaud
European Journal of Organic Chemistry 2009 (33), 5717-5724, 2009
Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the L-prolyl-L-leucyl glycinamide (PLG …
M Oliver, C Gadais, J García-Pindado, M Teixidó, N Lensen, G Chaume, ...
RSC advances 8 (26), 14597-14602, 2018
CF 2 H as a hydrogen bond donor group for the fine tuning of peptide bond geometry with difluoromethylated pseudoprolines
N Malquin, K Rahgoshay, N Lensen, G Chaume, E Miclet, T Brigaud
Chemical Communications 55 (83), 12487-12490, 2019
Homochiral versus heterochiral trifluoromethylated pseudoproline containing dipeptides: a powerful tool to switch the prolyl-amide bond conformation
G Chaume, J Simon, N Lensen, J Pytkowicz, T Brigaud, E Miclet
The Journal of Organic Chemistry 82 (24), 13602-13608, 2017
Incorporation of trifluoromethylated proline and surrogates into peptides: application to the synthesis of fluorinated analogues of the neuroprotective glycine-proline …
J Simon, J Pytkowicz, N Lensen, G Chaume, T Brigaud
The Journal of Organic Chemistry 81 (13), 5381-5392, 2016
Orthogonal 19F‐Labeling for Solid‐State NMR Spectroscopy Reveals the Conformation and Orientation of Short Peptaibols in Membranes
SL Grage, S Kara, A Bordessa, V Doan, F Rizzolo, M Putzu, T Kubař, ...
Chemistry–A European Journal 24 (17), 4328-4335, 2018
Zinc-acetic acid reductive cyclisation in a two-step synthesis of the S1-N10 nine-membered lactone core of ent-griseoviridin
G Chaume, C Kuligowski, S Bezzenine-Laffolée, L Ricard, A Pancrazi, ...
Synthesis 2004 (18), 3029-3036, 2004
Conformational properties of peptides incorporating a fluorinated pseudoproline residue
G Chaume, D Feytens, G Chassaing, S Lavielle, T Brigaud, E Miclet
New Journal of Chemistry 37 (5), 1336-1342, 2013
The stereoselective synthesis of alpha-Tfm-amino acids from chiral CF3 building blocks
T Brigaud, G Chaume, J Pytkowicz, F Huguenot
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